- Scalable, sustainable and catalyst-free continuous flow ozonolysis of fatty acids
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A simple and efficient catalyst-free protocol for continuous flow synthesis of azelaic acid is developed from the renewable feedstock oleic acid. An ozone and oxygen mixture was used as the reagent for oxidative cleavage of double bond without using any metal catalyst or terminal oxidant. The target product was scaled up to more than 100 g with 86% yield in a white powder form. Complete recycling and reuse of the solvent were established making it a green method. The approach is significantly energy efficient and also has a very small chemical footprint. The methodology has been successfully tested with four fatty acids making it a versatile platform that gives value addition from renewable resources.
- Atapalkar, Ranjit S.,Athawale, Paresh R.,Srinivasa Reddy,Kulkarni, Amol A.
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supporting information
p. 2391 - 2396
(2021/04/07)
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- Catalytic oxidation of olefins and alcohols with hydrogen peroxide in a two-phase system giving mono- and dicarboxylic acids
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The present study considered the influence of various factors on the catalytic activity of systems based on a combination of tetrakis(oxodiperoxotungsto)phosphate(3-) with quaternary ammonium cations, for example, with methyltri-n-octylammonium [Me(n-C8H17) 3N]+. The catalysts were tested in oxidation of cycloolefins (cyclohexene and cyclooctene), alcohols (octan-1-ol and phenylmethanol), and unsaturated fatty acids (cis-9-octadecenoic and 12-hydroxy-9Z-octadecenoic acids) with a 30% hydrogen peroxide solution. These reactions proceed under mild conditions (atmospheric pressure, 80-90°C) to give carboxylic acids. The catalytic systems were characterized by vibrational (IR and Raman) spectroscopy. The state of the systems formed from various precursors, viz., polyoxometallates and phase-transfer catalysts, was studied. It was demonstrated for the first time that the structure formation of peroxo complexes depends on the nature of the halide anion of the quaternary ammonium salt used. The melting points of individual catalytic complexes were determined. The optimal conditions for oxidation were found.
- Pai,Tolstikov,Berdnikova,Kustova,Khlebnikova,Selivanova,Shangina,Kostrovskii
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p. 1847 - 1854
(2007/10/03)
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- Chemoselective Enzymatic Hydrolysis of Aliphatic and Alicyclic Nitriles
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Mild and selective hydrolysis of aliphatic and alicycic nitriles leading to carboxylic acids and amides was achieved under neutral conditions by an immobilized enzyme preparation from Rhodococcus sp.This method is particularly useful for the transformation of compounds containing other acid- or basesensitive groups.
- Raadt, Anna de,Klempier, Norbert,Faber, Kurt,Griengl, Herfried
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p. 137 - 140
(2007/10/02)
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